data_cu_2024031102_0m
_audit_creation_date               2024-03-29
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C29 H26 Br N3 O2'
_chemical_formula_sum              'C29 H26 Br N3 O2'
_chemical_formula_weight           528.44
_chemical_absolute_configuration   ad
_chemical_melting_point            ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br' 'Br' -0.6763 1.2805
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'orthorhombic'
_space_group_IT_number             19
_space_group_name_H-M_alt          'P 21 21 21'
_space_group_name_Hall             'P 2ac 2ab'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'

_cell_length_a                     10.0277(2)
_cell_length_b                     10.9571(3)
_cell_length_c                     26.1879(7)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       2877.38(12)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      9930
_cell_measurement_temperature      150.0
_cell_measurement_theta_max        68.265
_cell_measurement_theta_min        4.722
_shelx_estimated_absorpt_T_max     0.934
_shelx_estimated_absorpt_T_min     0.517
_exptl_absorpt_coefficient_mu      2.162
_exptl_absorpt_correction_T_max    0.7531
_exptl_absorpt_correction_T_min    0.5387
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1312 before and 0.0766 after correction.
The Ratio of minimum to maximum transmission is 0.7153.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light colourless'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.220
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               1088
_exptl_crystal_size_max            0.352
_exptl_crystal_size_mid            0.085
_exptl_crystal_size_min            0.032
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0548
_diffrn_reflns_av_unetI/netI       0.0358
_diffrn_reflns_Laue_measured_fraction_full  0.999
_diffrn_reflns_Laue_measured_fraction_max  0.998
_diffrn_reflns_limit_h_max         11
_diffrn_reflns_limit_h_min         -12
_diffrn_reflns_limit_k_max         13
_diffrn_reflns_limit_k_min         -9
_diffrn_reflns_limit_l_max         31
_diffrn_reflns_limit_l_min         -31
_diffrn_reflns_number              28340
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.997
_diffrn_reflns_theta_full          67.679
_diffrn_reflns_theta_max           68.329
_diffrn_reflns_theta_min           3.375
_diffrn_ambient_temperature        150.0
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.999
_diffrn_measured_fraction_theta_max  0.998
_diffrn_measurement_device_type    'Bruker APX-II'
_diffrn_measurement_method         ?
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54178
_diffrn_source                     ?
_diffrn_source_current             1.2
_diffrn_source_power               0.06
_diffrn_source_voltage             50.0
_reflns_Friedel_coverage           0.755
_reflns_Friedel_fraction_full      0.998
_reflns_Friedel_fraction_max       0.996
_reflns_number_gt                  5172
_reflns_number_total               5247
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT V8.40B (?, 2016)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max           0.961
_refine_diff_density_min           -1.448
_refine_diff_density_rms           0.127
_refine_ls_abs_structure_details
;
 Flack x determined using 2133 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.140(7)
_refine_ls_extinction_coef         0.0017(3)
_refine_ls_extinction_expression  
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method       'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref     1.105
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       318
_refine_ls_number_reflns           5247
_refine_ls_number_restraints       6
_refine_ls_R_factor_all            0.0740
_refine_ls_R_factor_gt             0.0734
_refine_ls_restrained_S_all        1.104
_refine_ls_shift/su_max            0.000
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0381P)²+17.5471P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1792
_refine_ls_wR_factor_ref           0.1795
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C16 \\sim C15: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
Uanis(C16) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 C16
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4.a Ternary CH refined with riding coordinates:
 C23(H23)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C16(H16A,H16B), C15(H15A,H15B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C26(H26), C29(H29), C21(H21), C28(H28), C25(H25), C14(H14), C5(H5),
 C11(H11), C12(H12), C10(H10), C4(H4), C13(H13), C1(H1), C3(H3), C30(H30)
4.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 Br1 Br 1.13865(11) 0.76172(10) 0.56053(5) 0.0491(4) Uani 1 1 d . . . . .
 O1 O 0.4847(6) 0.3348(5) 0.6186(2) 0.0248(12) Uani 1 1 d . . . . .
 O2 O 0.4655(7) 0.7749(6) 0.5763(2) 0.0354(15) Uani 1 1 d . . . . .
 N3 N 0.4728(7) 0.8925(6) 0.6757(3) 0.0237(15) Uani 1 1 d . . . . .
 N20 N 0.5294(6) 0.7123(6) 0.7084(2) 0.0177(13) Uani 1 1 d . . . . .
 N1 N 0.6161(7) 0.3909(6) 0.6106(3) 0.0247(15) Uani 1 1 d . . . . .
 C2 C 0.5310(10) 0.7985(8) 0.7455(3) 0.034(2) Uani 1 1 d . . . . .
 H2 H 0.554826 0.784016 0.780074 0.041 Uiso 1 1 calc R U . . .
 C24 C 0.7431(9) 0.5784(7) 0.6144(3) 0.0237(18) Uani 1 1 d . . . . .
 C19 C 0.4962(8) 0.7712(7) 0.6662(3) 0.0233(16) Uani 1 1 d . . . . .
 C26 C 0.8933(8) 0.6388(8) 0.5461(3) 0.031(2) Uani 1 1 d . . . . .
 H26 H 0.915456 0.642967 0.510879 0.037 Uiso 1 1 calc R U . . .
 C7 C 0.7056(9) 0.3129(8) 0.6397(3) 0.0274(18) Uani 1 1 d . . . . .
 H7A H 0.672273 0.306812 0.675155 0.033 Uiso 1 1 calc R U . . .
 H7B H 0.794801 0.351443 0.640836 0.033 Uiso 1 1 calc R U . . .
 C8 C 0.3833(7) 0.4132(7) 0.6004(3) 0.0184(16) Uani 1 1 d . . . . .
 C9 C 0.2626(9) 0.3332(8) 0.5840(3) 0.0262(19) Uani 1 1 d . . . . .
 C18 C 0.4822(7) 0.7143(7) 0.6154(3) 0.0184(16) Uani 1 1 d . . . . .
 C29 C 0.8273(10) 0.6301(8) 0.6484(3) 0.032(2) Uani 1 1 d . . . . .
 H29 H 0.804696 0.627529 0.683586 0.039 Uiso 1 1 calc R U . . .
 C21 C 0.4925(8) 0.9123(8) 0.7257(3) 0.0265(18) Uani 1 1 d . . . . .
 H21 H 0.482499 0.986924 0.743816 0.032 Uiso 1 1 calc R U . . .
 C16 C 0.3614(8) 0.5137(7) 0.6409(3) 0.0215(16) Uani 1 1 d . U . . .
 H16A H 0.377868 0.487596 0.676550 0.026 Uiso 1 1 calc R U . . .
 H16B H 0.276380 0.558907 0.637580 0.026 Uiso 1 1 calc R U . . .
 C22 C 0.4263(9) 0.9863(7) 0.6402(3) 0.0269(18) Uani 1 1 d . . . . .
 H22A H 0.481155 0.984544 0.609264 0.040 Uiso 1 1 calc R U . . .
 H22B H 0.433515 1.066647 0.656397 0.040 Uiso 1 1 calc R U . . .
 H22C H 0.333006 0.970484 0.631211 0.040 Uiso 1 1 calc R U . . .
 C27 C 0.9771(11) 0.6882(8) 0.5815(4) 0.038(2) Uani 1 1 d . . . . .
 C28 C 0.9461(9) 0.6871(8) 0.6340(4) 0.033(2) Uani 1 1 d . . . . .
 H28 H 1.003463 0.723571 0.658535 0.039 Uiso 1 1 calc R U . . .
 C25 C 0.7773(9) 0.5832(8) 0.5610(4) 0.0313(19) Uani 1 1 d . . . . .
 H25 H 0.719711 0.547941 0.536281 0.038 Uiso 1 1 calc R U . . .
 C14 C 0.1348(11) 0.3764(8) 0.5825(4) 0.036(2) Uani 1 1 d . . . . .
 H14 H 0.117603 0.458168 0.592712 0.043 Uiso 1 1 calc R U . . .
 C17 C 0.4852(8) 0.5765(7) 0.6137(3) 0.0200(16) Uani 1 1 d . . . . .
 C15 C 0.4382(9) 0.5143(7) 0.5647(3) 0.0267(17) Uani 1 1 d . . . . .
 H15A H 0.511070 0.487333 0.541799 0.032 Uiso 1 1 calc R U . . .
 H15B H 0.368752 0.559916 0.545725 0.032 Uiso 1 1 calc R U . . .
 C23 C 0.6176(9) 0.5167(7) 0.6318(3) 0.0249(18) Uani 1 1 d . . . . .
 H23 H 0.617693 0.512093 0.669961 0.030 Uiso 1 1 calc R U . . .
 C5 C 0.6937(11) 0.1558(9) 0.5687(4) 0.042(3) Uani 1 1 d . . . . .
 H5 H 0.665679 0.218517 0.546040 0.051 Uiso 1 1 calc R U . . .
 C11 C 0.1823(12) 0.1410(9) 0.5537(4) 0.046(3) Uani 1 1 d . . . . .
 H11 H 0.197708 0.059218 0.543108 0.055 Uiso 1 1 calc R U . . .
 C12 C 0.0545(13) 0.1860(11) 0.5530(4) 0.050(3) Uani 1 1 d . . . . .
 H12 H -0.017490 0.134941 0.543006 0.060 Uiso 1 1 calc R U . . .
 C10 C 0.2889(9) 0.2113(7) 0.5692(3) 0.0296(19) Uani 1 1 d . . . . .
 H10 H 0.376835 0.179053 0.570027 0.035 Uiso 1 1 calc R U . . .
 C6 C 0.7193(10) 0.1845(8) 0.6176(4) 0.035(2) Uani 1 1 d . . . . .
 C4 C 0.7066(11) 0.0403(10) 0.5505(5) 0.048(3) Uani 1 1 d . . . . .
 H4 H 0.688805 0.023527 0.515516 0.058 Uiso 1 1 calc R U . . .
 C13 C 0.0310(11) 0.3047(10) 0.5667(4) 0.045(2) Uani 1 1 d . . . . .
 H13 H -0.056848 0.337016 0.565188 0.054 Uiso 1 1 calc R U . . .
 C1 C 0.7612(9) 0.0937(9) 0.6520(4) 0.039(2) Uani 1 1 d . . . . .
 H1 H 0.776731 0.112033 0.686940 0.047 Uiso 1 1 calc R U . . .
 C3 C 0.7460(11) -0.0542(10) 0.5833(5) 0.050(3) Uani 1 1 d . . . . .
 H3 H 0.749741 -0.136165 0.571573 0.060 Uiso 1 1 calc R U . . .
 C30 C 0.7794(13) -0.0252(10) 0.6328(5) 0.055(3) Uani 1 1 d . . . . .
 H30 H 0.815231 -0.086523 0.654485 0.066 Uiso 1 1 calc R U . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
  _geom_bond_atom_site_label_1
  _geom_bond_atom_site_label_2
  _geom_bond_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 Br1 C27 1.890(10) . ?
 O1 N1 1.469(9) . ?
 O1 C8 1.414(9) . ?
 O2 C18 1.230(9) . ?
 N3 C19 1.373(10) . ?
 N3 C21 1.343(11) . ?
 N3 C22 1.462(11) . ?
 N20 C2 1.354(10) . ?
 N20 C19 1.323(10) . ?
 N1 C7 1.455(10) . ?
 N1 C23 1.488(10) . ?
 C2 H2 0.9500 . ?
 C2 C21 1.404(12) . ?
 C24 C29 1.351(13) . ?
 C24 C25 1.440(12) . ?
 C24 C23 1.499(12) . ?
 C19 C18 1.476(11) . ?
 C26 H26 0.9500 . ?
 C26 C27 1.362(14) . ?
 C26 C25 1.370(13) . ?
 C7 H7A 0.9900 . ?
 C7 H7B 0.9900 . ?
 C7 C6 1.527(12) . ?
 C8 C9 1.555(11) . ?
 C8 C16 1.546(11) . ?
 C8 C15 1.550(11) . ?
 C9 C14 1.367(13) . ?
 C9 C10 1.415(12) . ?
 C18 C17 1.511(11) . ?
 C29 H29 0.9500 . ?
 C29 C28 1.397(13) . ?
 C21 H21 0.9500 . ?
 C16 H16A 0.9900 . ?
 C16 H16B 0.9900 . ?
 C16 C17 1.587(10) . ?
 C22 H22A 0.9800 . ?
 C22 H22B 0.9800 . ?
 C22 H22C 0.9800 . ?
 C27 C28 1.411(13) . ?
 C28 H28 0.9500 . ?
 C25 H25 0.9500 . ?
 C14 H14 0.9500 . ?
 C14 C13 1.369(14) . ?
 C17 C15 1.529(11) . ?
 C17 C23 1.554(11) . ?
 C15 H15A 0.9900 . ?
 C15 H15B 0.9900 . ?
 C23 H23 1.0000 . ?
 C5 H5 0.9500 . ?
 C5 C6 1.344(14) . ?
 C5 C4 1.359(14) . ?
 C11 H11 0.9500 . ?
 C11 C12 1.374(17) . ?
 C11 C10 1.379(14) . ?
 C12 H12 0.9500 . ?
 C12 C13 1.369(15) . ?
 C10 H10 0.9500 . ?
 C6 C1 1.405(14) . ?
 C4 H4 0.9500 . ?
 C4 C3 1.402(16) . ?
 C13 H13 0.9500 . ?
 C1 H1 0.9500 . ?
 C1 C30 1.408(15) . ?
 C3 H3 0.9500 . ?
 C3 C30 1.378(18) . ?
 C30 H30 0.9500 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C8 O1 N1 110.0(5) . . ?
 C19 N3 C22 128.3(7) . . ?
 C21 N3 C19 108.0(7) . . ?
 C21 N3 C22 123.6(7) . . ?
 C19 N20 C2 105.2(6) . . ?
 O1 N1 C23 110.1(6) . . ?
 C7 N1 O1 103.5(6) . . ?
 C7 N1 C23 110.0(6) . . ?
 N20 C2 H2 124.7 . . ?
 N20 C2 C21 110.6(7) . . ?
 C21 C2 H2 124.7 . . ?
 C29 C24 C25 118.4(8) . . ?
 C29 C24 C23 120.8(8) . . ?
 C25 C24 C23 120.8(8) . . ?
 N3 C19 C18 123.8(7) . . ?
 N20 C19 N3 111.3(7) . . ?
 N20 C19 C18 124.9(7) . . ?
 C27 C26 H26 119.8 . . ?
 C27 C26 C25 120.4(9) . . ?
 C25 C26 H26 119.8 . . ?
 N1 C7 H7A 108.9 . . ?
 N1 C7 H7B 108.9 . . ?
 N1 C7 C6 113.5(7) . . ?
 H7A C7 H7B 107.7 . . ?
 C6 C7 H7A 108.9 . . ?
 C6 C7 H7B 108.9 . . ?
 O1 C8 C9 108.0(6) . . ?
 O1 C8 C16 107.7(6) . . ?
 O1 C8 C15 112.5(6) . . ?
 C16 C8 C9 118.7(6) . . ?
 C16 C8 C15 87.5(6) . . ?
 C15 C8 C9 120.9(6) . . ?
 C14 C9 C8 122.8(8) . . ?
 C14 C9 C10 119.6(9) . . ?
 C10 C9 C8 117.5(7) . . ?
 O2 C18 C19 122.3(7) . . ?
 O2 C18 C17 121.2(7) . . ?
 C19 C18 C17 116.5(6) . . ?
 C24 C29 H29 118.6 . . ?
 C24 C29 C28 122.9(8) . . ?
 C28 C29 H29 118.6 . . ?
 N3 C21 C2 104.9(7) . . ?
 N3 C21 H21 127.6 . . ?
 C2 C21 H21 127.6 . . ?
 C8 C16 H16A 114.7 . . ?
 C8 C16 H16B 114.7 . . ?
 C8 C16 C17 83.6(6) . . ?
 H16A C16 H16B 111.8 . . ?
 C17 C16 H16A 114.7 . . ?
 C17 C16 H16B 114.7 . . ?
 N3 C22 H22A 109.5 . . ?
 N3 C22 H22B 109.5 . . ?
 N3 C22 H22C 109.5 . . ?
 H22A C22 H22B 109.5 . . ?
 H22A C22 H22C 109.5 . . ?
 H22B C22 H22C 109.5 . . ?
 C26 C27 Br1 120.1(7) . . ?
 C26 C27 C28 121.6(9) . . ?
 C28 C27 Br1 118.4(8) . . ?
 C29 C28 C27 117.0(9) . . ?
 C29 C28 H28 121.5 . . ?
 C27 C28 H28 121.5 . . ?
 C24 C25 H25 120.2 . . ?
 C26 C25 C24 119.7(9) . . ?
 C26 C25 H25 120.2 . . ?
 C9 C14 H14 119.3 . . ?
 C9 C14 C13 121.5(9) . . ?
 C13 C14 H14 119.3 . . ?
 C18 C17 C16 113.8(6) . . ?
 C18 C17 C15 117.5(7) . . ?
 C18 C17 C23 115.4(7) . . ?
 C15 C17 C16 86.7(6) . . ?
 C15 C17 C23 109.4(6) . . ?
 C23 C17 C16 110.4(6) . . ?
 C8 C15 H15A 114.4 . . ?
 C8 C15 H15B 114.4 . . ?
 C17 C15 C8 85.5(6) . . ?
 C17 C15 H15A 114.4 . . ?
 C17 C15 H15B 114.4 . . ?
 H15A C15 H15B 111.5 . . ?
 N1 C23 C24 108.2(7) . . ?
 N1 C23 C17 105.5(7) . . ?
 N1 C23 H23 109.1 . . ?
 C24 C23 C17 115.7(6) . . ?
 C24 C23 H23 109.1 . . ?
 C17 C23 H23 109.1 . . ?
 C6 C5 H5 118.9 . . ?
 C6 C5 C4 122.3(10) . . ?
 C4 C5 H5 118.9 . . ?
 C12 C11 H11 119.1 . . ?
 C12 C11 C10 121.7(9) . . ?
 C10 C11 H11 119.1 . . ?
 C11 C12 H12 120.0 . . ?
 C13 C12 C11 119.9(10) . . ?
 C13 C12 H12 120.0 . . ?
 C9 C10 H10 121.2 . . ?
 C11 C10 C9 117.6(9) . . ?
 C11 C10 H10 121.2 . . ?
 C5 C6 C7 123.9(8) . . ?
 C5 C6 C1 120.2(9) . . ?
 C1 C6 C7 115.9(9) . . ?
 C5 C4 H4 120.0 . . ?
 C5 C4 C3 119.9(11) . . ?
 C3 C4 H4 120.0 . . ?
 C14 C13 H13 120.2 . . ?
 C12 C13 C14 119.6(11) . . ?
 C12 C13 H13 120.2 . . ?
 C6 C1 H1 121.1 . . ?
 C6 C1 C30 117.7(10) . . ?
 C30 C1 H1 121.1 . . ?
 C4 C3 H3 120.8 . . ?
 C30 C3 C4 118.4(10) . . ?
 C30 C3 H3 120.8 . . ?
 C1 C30 H30 119.4 . . ?
 C3 C30 C1 121.2(10) . . ?
 C3 C30 H30 119.4 . . ?

loop_
  _geom_torsion_atom_site_label_1
  _geom_torsion_atom_site_label_2
  _geom_torsion_atom_site_label_3
  _geom_torsion_atom_site_label_4
  _geom_torsion
  _geom_torsion_site_symmetry_1
  _geom_torsion_site_symmetry_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 Br1 C27 C28 C29 -178.8(7) . . . . ?
 O1 N1 C7 C6 67.3(8) . . . . ?
 O1 N1 C23 C24 -169.6(6) . . . . ?
 O1 N1 C23 C17 -45.1(7) . . . . ?
 O1 C8 C9 C14 155.4(8) . . . . ?
 O1 C8 C9 C10 -25.9(9) . . . . ?
 O1 C8 C16 C17 83.1(6) . . . . ?
 O1 C8 C15 C17 -77.2(7) . . . . ?
 O2 C18 C17 C16 -111.8(8) . . . . ?
 O2 C18 C17 C15 -12.6(11) . . . . ?
 O2 C18 C17 C23 118.9(8) . . . . ?
 N3 C19 C18 O2 10.0(12) . . . . ?
 N3 C19 C18 C17 -168.3(7) . . . . ?
 N20 C2 C21 N3 -2.2(11) . . . . ?
 N20 C19 C18 O2 -171.8(8) . . . . ?
 N20 C19 C18 C17 9.9(11) . . . . ?
 N1 O1 C8 C9 152.1(6) . . . . ?
 N1 O1 C8 C16 -78.6(7) . . . . ?
 N1 O1 C8 C15 16.1(8) . . . . ?
 N1 C7 C6 C5 22.5(14) . . . . ?
 N1 C7 C6 C1 -157.3(8) . . . . ?
 C2 N20 C19 N3 -1.7(9) . . . . ?
 C2 N20 C19 C18 179.8(8) . . . . ?
 C24 C29 C28 C27 -0.6(13) . . . . ?
 C19 N3 C21 C2 1.1(10) . . . . ?
 C19 N20 C2 C21 2.4(10) . . . . ?
 C19 C18 C17 C16 66.5(9) . . . . ?
 C19 C18 C17 C15 165.7(7) . . . . ?
 C19 C18 C17 C23 -62.8(9) . . . . ?
 C26 C27 C28 C29 1.7(13) . . . . ?
 C7 N1 C23 C24 77.0(8) . . . . ?
 C7 N1 C23 C17 -158.5(6) . . . . ?
 C7 C6 C1 C30 -178.0(10) . . . . ?
 C8 O1 N1 C7 169.1(6) . . . . ?
 C8 O1 N1 C23 51.6(7) . . . . ?
 C8 C9 C14 C13 178.2(9) . . . . ?
 C8 C9 C10 C11 -178.6(8) . . . . ?
 C8 C16 C17 C18 149.0(7) . . . . ?
 C8 C16 C17 C15 30.2(6) . . . . ?
 C8 C16 C17 C23 -79.3(7) . . . . ?
 C9 C8 C16 C17 -153.9(7) . . . . ?
 C9 C8 C15 C17 153.2(7) . . . . ?
 C9 C14 C13 C12 1.4(16) . . . . ?
 C18 C17 C15 C8 -145.3(7) . . . . ?
 C18 C17 C23 N1 -160.9(6) . . . . ?
 C18 C17 C23 C24 -41.3(9) . . . . ?
 C29 C24 C25 C26 0.3(12) . . . . ?
 C29 C24 C23 N1 -126.2(8) . . . . ?
 C29 C24 C23 C17 115.7(9) . . . . ?
 C21 N3 C19 N20 0.4(9) . . . . ?
 C21 N3 C19 C18 178.8(7) . . . . ?
 C16 C8 C9 C14 32.6(11) . . . . ?
 C16 C8 C9 C10 -148.7(7) . . . . ?
 C16 C8 C15 C17 30.9(6) . . . . ?
 C16 C17 C15 C8 -30.0(6) . . . . ?
 C16 C17 C23 N1 68.2(7) . . . . ?
 C16 C17 C23 C24 -172.2(7) . . . . ?
 C22 N3 C19 N20 -176.0(7) . . . . ?
 C22 N3 C19 C18 2.5(13) . . . . ?
 C22 N3 C21 C2 177.6(8) . . . . ?
 C27 C26 C25 C24 0.8(13) . . . . ?
 C25 C24 C29 C28 -0.4(13) . . . . ?
 C25 C24 C23 N1 53.3(9) . . . . ?
 C25 C24 C23 C17 -64.8(10) . . . . ?
 C25 C26 C27 Br1 178.7(7) . . . . ?
 C25 C26 C27 C28 -1.9(14) . . . . ?
 C14 C9 C10 C11 0.1(13) . . . . ?
 C15 C8 C9 C14 -73.0(11) . . . . ?
 C15 C8 C9 C10 105.7(9) . . . . ?
 C15 C8 C16 C17 -29.8(6) . . . . ?
 C15 C17 C23 N1 -25.6(8) . . . . ?
 C15 C17 C23 C24 94.0(8) . . . . ?
 C23 N1 C7 C6 -175.0(7) . . . . ?
 C23 C24 C29 C28 179.1(8) . . . . ?
 C23 C24 C25 C26 -179.2(8) . . . . ?
 C23 C17 C15 C8 80.5(7) . . . . ?
 C5 C6 C1 C30 2.2(16) . . . . ?
 C5 C4 C3 C30 -4.2(17) . . . . ?
 C11 C12 C13 C14 -2.1(17) . . . . ?
 C12 C11 C10 C9 -0.8(15) . . . . ?
 C10 C9 C14 C13 -0.4(14) . . . . ?
 C10 C11 C12 C13 1.8(17) . . . . ?
 C6 C5 C4 C3 0.9(17) . . . . ?
 C6 C1 C30 C3 -5.6(18) . . . . ?
 C4 C5 C6 C7 -179.7(10) . . . . ?
 C4 C5 C6 C1 0.1(17) . . . . ?
 C4 C3 C30 C1 6.6(19) . . . . ?

_smtbx_masks_special_details       ?
loop_
  _smtbx_masks_void_nr
  _smtbx_masks_void_average_x
  _smtbx_masks_void_average_y
  _smtbx_masks_void_average_z
  _smtbx_masks_void_volume
  _smtbx_masks_void_count_electrons
  _smtbx_masks_void_content
 1 0.000 -0.893 0.750 313.0 85.7 ?
 2 0.500 -0.840 0.250 313.0 85.7 ?

_smtbx_masks_void_probe_radius     1.2
_smtbx_masks_void_truncation_radius  1.2
_olex2_submission_special_instructions  'No special instructions were received'
